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A concise synthesis of functionalized 2,3-dihydrofuro[3,2-b], [3,2-c], and [2,3-b]pyridines

Author:
Kuethe, Jeffrey T.
Source:
Tetrahedron 2019 pp. 130446
ISSN:
0040-4020
Subject:
aldehydes, chemical reactions, chemical structure, pyridines, synthesis
Abstract:
A strategy for the efficient and rapid one-pot synthesis of 2-aryl-2,3-dihydrofuro[3,2-b], [3,2-c], and [2,3-b]pyridines from readily available o-nitropicolines and aromatic aldehydes is described. The key transformation involves reaction of o-nitropicolines with aromatic aldehydes in the presence of TBAF and Hünig's base giving rise to functionalized products having molecular complexity suitable for further manipulation.
Agid:
6509369